Off Market Sep 2022 for $1.8M

$3,158,144

Est. refi paymentEst. refi $12,020/mo

•

7,549

sq ft

500 Old Academy Rd, Fairfield, CT 06824

About this home

Located in the heart of greenfield hill in New York City’s backyard sits this country estate waiting for you to enjoy. Stone patios and pathways lead you to enjoy the 2.2 acre property and its amenities including a Gunite heated pool and Tennis court all surrounded by extensive stone walls to create a bucolic setting. Formal rooms for gathering and intimate areas for a quiet repose offered on three finished levels of living. Whether formal or playful, the use of spaces suit everyone’s needs from the quiet library to the bright and airy sunroom to the finished basement gym and movie room. A grand owner’s suite boast a large sitting room with a fireplace, spa sized bath as well as an oversized dressing room/walk-in closet, while the enjoyment of the grounds unfold from the large picture windows. With three additional Bedrooms and two more baths upstairs this estate is waiting for you. Enjoy your own personal Hamptons alternative with supreme privacy minutes to Fairfield Center and the Train.

Single-familyProperty Type

1982Year Built

2.2 acresLot Size

$418Est. Price/Sq.Ft.

3 car garageParking

Listed by Libby Tritschler • William Raveis Real Estate

Bought with Krista Alecia • Compass Connecticut, LLC

Source:Smart MLS #170477618

Redfin Estimate

$3,158,144

$1.3M since sold in September 2022$211K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 49.2% higher than the average sale price ($2.12M) of 6 comparable homes.

SOLD JUL 31, 2026
$2,495,000
A
4 beds4 baths4,300 sq ft
3050 Bronson Rd, Fairfield, CT 06824
SOLD JUL 31, 2026
$1,600,000
B
4 beds3 baths4,100 sq ft
90 Calf Pond Ln, Fairfield, CT 06824
SOLD AUG 27, 2026
$3,000,000
C
5 beds7 baths8,279 sq ft
111 Golden Pond Ln, Fairfield, CT 06824
SOLD JUN 18, 2026
$1,300,000
D
4 beds2.5 baths3,349 sq ft
112 Calico Ln, Fairfield, CT 06824
SOLD APR 16, 2026
$3,000,000
E
4 beds5.5 baths3,961 sq ft
1380 Old Academy Rd, Fairfield, CT 06824
SOLD JAN 23, 2026
$1,305,000
F
4 beds3.5 baths4,024 sq ft
947 Galloping Hill Rd, Fairfield, CT 06824

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Earn from this home

Sell

$1,607,782

Est. take-home

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Refinance

Est. cash available

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Rent

$11,083/mo

Redfin rental estimate

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Market trends in 06824, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

105.9%

0.7% MoM

Median sale price

$1.3M

$16K MoM

Avg. days on market

28d

0 days MoM

Recently sold homes

140

24 MoM

New listings for sale

COMING SOON
$629,000
4 beds2 baths1,142 sq ft
438 High St, Fairfield, CT 06824
OPEN SAT, 11AM TO 1PM
$869,000
3 beds1.5 baths1,902 sq ft
65 Cynthia Dr, Fairfield, CT 06824
COMING SOON
$1,495,000
5 beds3.5 baths2,866 sq ft
3901 Redding Rd, Fairfield, CT 06824
OPEN SAT, 12PM TO 3PM
$1,499,000
4 beds3 baths2,299 sq ft
50 University Dr, Fairfield, CT 06824
OPEN SAT, 12PM TO 1PM
$2,299,000
4 beds3.5 baths2,706 sq ft
484 Rowland Rd, Fairfield, CT 06824
OPEN SAT, 1PM TO 4PM
$2,395,000
4 beds5 baths4,630 sq ft
128 Cobblers Hill Rd, Fairfield, CT 06824
OPEN SAT, 11AM TO 2PM
$750,000
3 beds2 baths1,682 sq ft
271 Jeniford Rd, Fairfield, CT 06824
NEW 28 HRS AGO
$1,065,750
3 beds3.5 baths2,529 sq ft
79 Thorpe St #79, Fairfield, CT 06824
OPEN SAT, 12PM TO 3PM
$1,399,000
4 beds3 baths3,588 sq ft
394 Wakeman Rd, Fairfield, CT 06824
OPEN SAT, 12PM TO 2PM
$1,225,000
3 beds2.5 baths2,447 sq ft
130 Elm St, Fairfield, CT 06824
See all

Provided by Redfin

Sale history for 500 Old Academy Rd

Date

Event

Price

Smart MLS #170477618

Sep 9, 2022

Sold

$1,850,000

$245/sq ft

Jul 11, 2022

Contingent

—

Jun 10, 2022

Price Changed

$2,300,000

$305/sq ft

May 19, 2022

Price Changed

$2,500,000

$331/sq ft

Apr 14, 2022

Price Changed

$2,995,000

$397/sq ft

Mar 30, 2022

Listed

$3,200,000

$424/sq ft

Public Records

May 8, 2007

Sold

$2,500,000

$331/sq ft

Smart MLS #98322559

Mar 7, 2007

Listed

$2,750,000

$364/sq ft

Public Records

Jun 17, 2004

Sold

$1,635,000

$217/sq ft

Smart MLS #98185275

Jan 21, 2004

Listed

$1,695,000

$225/sq ft

Smart MLS #98151342

Sep 1, 2003

Listing Removed

—

Jan 16, 2003

Listed

$1,699,000

$225/sq ft

Smart MLS #98134097

Dec 31, 2002

Listing Removed

—

Jun 21, 2002

Listed

$1,799,000

$238/sq ft

Smart MLS #91278613

Dec 31, 1994

Listing Removed

—

Sep 25, 1991

Listed

$1,125,000

$149/sq ft

Public Records

Jun 2, 1992

Sold

$945,000

$125/sq ft

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Year

Property tax

Land + Additions

Assessment*

2023

$29,758 (+1.0%)

$375,690 + $706,020

$1,081,710

2022

$29,466 (+1.0%)

$375,690 + $706,020

$1,081,710

2021

$29,185 (−6.7%)

$375,690 + $706,020

$1,081,710

2020

$31,284

$456,470 + $711,270

$1,167,740

2019

$31,284 (+1.6%)

$456,470 + $711,270

$1,167,740

2018

$30,782 (+2.1%)

$456,470 + $711,270

$1,167,740

2017

$30,151 (+1.5%)

$456,470 + $711,270

$1,167,740

2016

$29,719 (−2.9%)

$456,470 + $711,270

$1,167,740

2014

$30,618

$514,640 + $740,180

$1,254,820

Tax history for 500 Old Academy Rd

Year

Property tax

Land + Additions

Assessment*

2023

$29,758 (+1.0%)

$375,690 + $706,020

$1,081,710

2022

$29,466 (+1.0%)

$375,690 + $706,020

$1,081,710

2021

$29,185 (−6.7%)

$375,690 + $706,020

$1,081,710

2020

$31,284

$456,470 + $711,270

$1,167,740

2019

$31,284 (+1.6%)

$456,470 + $711,270

$1,167,740

2018

$30,782 (+2.1%)

$456,470 + $711,270

$1,167,740

2017

$30,151 (+1.5%)

$456,470 + $711,270

$1,167,740

2016

$29,719 (−2.9%)

$456,470 + $711,270

$1,167,740

2014

$30,618

$514,640 + $740,180

$1,254,820

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

2.2 Acres

Year renovated

—

Sq. Ft.

4,897

Year built

1982

Style

Single Family Residential

County

Fairfield County

APN

130194

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 3

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 11
Laundry Room Info: Upper Level
Interior Features: Audio System, Auto Garage Door Opener
In-Law Apartment: No
Built In Audio, Thermostat(s)
Fireplaces Total: 4
Cooling System: Central Air, Zoned
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Subzero, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Exercise Room, Foyer, Laundry Room, Mud Room, Wine Cellar
Room Count: 11
Basement Description: Full, Fully Finished, Heated, Cooled, Interior Access, Walk-out
Has Attic

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard, Wood
Exterior Features: Deck, Gutters, Lighting, Patio, Tennis Court, Underground Sprinkler

Lot Information
Lot Description: Corner Lot, Level Lot, Fence - Stone

Pool Information
Swimming Pool
Pool Description: In Ground Pool, Heated, Gunite

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: White

Property Information
Waterfront Description: Beach Rights
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4897
Driveway Type: Private, Paved, Asphalt

Financial

Assessments Information
Assessed Value: $1,081,710

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Water, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground
Energy Features: Generator

Location

School Information
Middle Jr High School: Tomlinson
High School: Fairfield Warde
Elementary School: Burr

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Private School(s), Stables/Riding
Directions: Mine Hill Rd to Old Academy
County: Fairfield

Public facts

Beds: 4
Baths: 4.5
Sq. Ft.: 4,897
Stories: 2.0
Lot Size: 2.2 acres
Style: Single Family Residential
Year Built: 1982
Year Renovated: —
County: Fairfield County
APN: 130194

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

Burr Elementary School

Public K-5 • Assigned • 1.3mi

8/10

Tomlinson Middle School

Public 6-8 • Assigned • 2.8mi

8/10

Fairfield Warde High School

Public 9-12 • Assigned • 2.6mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Fairfield, CT • 06824

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.00M – $3.63M

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Home values near 500 Old Academy Rd

Data from public records.

Address	Redfin Estimate
380 Old Academy Road, Fairfield, CT 4 Beds \| 3.5 Baths \| 3092 Sq. Ft.	$2,228,802
391 Old Academy Road, Fairfield, CT 4 Beds \| 3.5 Baths \| 3042 Sq. Ft.	$1,899,291

Address	Redfin Estimate
495 Old Academy Road, Fairfield, CT 5 Beds \| 5 Baths \| 4502 Sq. Ft.	$2,770,567
292 Old Academy Road, Fairfield, CT 6 Beds \| 5 Baths \| 5890 Sq. Ft.	$2,924,983

Address	Redfin Estimate
445 Old Academy Road, Fairfield, CT 5 Beds \| 4.5 Baths \| 5144 Sq. Ft.	$2,880,490
546 Old Academy Road, Fairfield, CT 6 Beds \| 6 Baths \| 7316 Sq. Ft.	$4,097,672

Property information provided by Smart MLS when last listed in 2022. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06824, CT

Sale history for 500 Old Academy Rd

Tax history for 500 Old Academy Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06824

Home values near 500 Old Academy Rd

More real estate resources